Rational Ligand Design for the Arylation of Hindered Primary Amines Guided by Reaction Progress Kinetic Analysis
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Buchwald_Rational ligand.pdf
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Author(s)
Blackmond, Donna G.
Ruiz-Castillo, Paula
Buchwald, Stephen Leffler
Date Issued
February 2015
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society (ACS)
Citation
Ruiz-Castillo, Paula, Donna G. Blackmond, and Stephen L. Buchwald. “Rational Ligand Design for the Arylation of Hindered Primary Amines Guided by Reaction Progress Kinetic Analysis.” Journal of the American Chemical Society 137.8 (2015): 3085–3092. © 2015 American Chemical Society
Version
Final published version
Abstract
We report the Pd-catalyzed arylation of very hindered α,α,α-trisubstituted primary amines. Kinetics-based mechanistic analysis and rational design have led to the development of two biarylphosphine ligands that allow the transformation to proceed with excellent efficiency. The process was effective in coupling a wide range of functionalized aryl and heteroaryl halides under mild conditions.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1021/ja512903g
